Free Stories

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Crossdressing in a Hotel
Jamie was feeling excited as he entered the hotel room. He had been looking forward to this for weeks, and now he was finally here. He had dressed himself up in sexy lingerie, and had brought his toys with him. He had a normal dildo, a big dildo, a normal plug and a very big plug, and plenty of lube... Read full Story
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My Futanari Dreamgirl
My Futanari Dreamgirl I opened the door and there it was, just swinging between her legs. Big and veiny with a bright pink head. My roommate Jesse didn't notice me walk into the bathroom. She had just stepped out of the shower and was toweling off her hair. Her eyes were covered by the towel... Read full Story
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Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
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Shemale transformed in to a living sex doll and kept captive
I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in ... Read full Story
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First time in Key West
I've always been fascinated by shemales.  Aside from having an overall appreciation for how the male member in general functions and, when properly stimulated, pulses and pumps...cum spewing from the tip.  I've watched any number of webcam shows where guys jerk off.  And yeah, I've wa... Read full Story
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MA MAÎTRESSE MIRACLE
Sam tapota nerveusement ses doigts contre le verre à moitié plein. En règle générale, vous êtes censé boire un coup avec une gorgée, mais sa tolérance à l'alcool n'était pas exactement la meilleure et le bourbon dans la tasse servait vraiment plus de courage liquide à ce stade. Cela faisait ... Read full Story
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First time - what a surprise
I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be h... Read full Story
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My Sex Fantasy
I want to be raped. I need a forceful guy to fuck me when I’m completely unable to stop him. I’m a crossdresser who is an anal virgin, and for years I’ve wanted to lose it, but never had the courage. I’ve dressed and cammed and come so close to being fucked, but always wussed... Read full Story
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Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... Read full Story
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My Shemales Webcam Sex Partner Gave Me The Night Of Pleasure I W
It was a warm night and I was in my bed. I was feeling lonely and I wanted to have someone next to me who will give me tenderness I needed. I was tossing and turning and could not fall a sleep. I did not know what to do, so I got up. I went online and while I was looking for movie that I want to ... Read full Story
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My Shemale Webcam Tube Date With A Sexy Shemale
I was rushing back home from work because I was suppose to have a date via shemale webcam tube with the sexiest shemale I had ever seen. We met few nights ago and I could just feel the chemistry between us getting stronger. I entered my place, dropped my things on the sofa and turned on the lap-top.... Read full Story
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She Male Webcam Encounter Made My Night
This story was one for the record books. I was out on the town having a wonderful time. It seemed like every club I went to, there was some hot guy interested in me. I loved feeling the sensation of their cocks growing against my ass. I faced a major problem because I did not tell them that I am ... Read full Story
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My Shemale Webcam Tubes Next Door Neighbor Rendezvous
Whenever I would feel down or lonely, I would go online, look for shemale webcam tubes and enjoy myself. I would always find someone interesting there that would satisfy my senses. That night something amazing happened. I came back home, all fired up, wanting to please myself, I went online and t... Read full Story
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Philippines Shemale
I first met Claire in a video chat room a few months ago. I was looking through the directory of a popular webcam site and found her picture. The petite Asian was shown with her legs spread high above her head and her mouth around the tip of her ten inch penis. Her nickname was TSFantasy and I knew ... Read full Story
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Charlotte has surprise for Marc
This is a story about a guy named Marc. Marc was a guy who always kept to himself. He was very athletic, and very well built. He loved watching films, playing video games, and recently being on his computer. Marc did this, because he felt that he could be himself around people who didn't see hi... Read full Story
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First Time - Surprise Shemale
I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so ... Read full Story
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Caught Cheating
Hailey lifted her head, which had been resting on her arm up for the second time that hour. Down at the front of the lecture hall, her chemistry teacher was droning on about the wonders of balancing chemical equations. Sitting up in her chair, Hailey stretched out her arms and yawned softly. As she ... Read full Story
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A Futa Futcha
This story depicts a fetish know as Futanari Fuatnari: A type of Hentai, most often depicting hermaphrodites or females with male sex organs. Also known as Dickgirls. Transformation Futa is a long standing kink of mine, though it has been a while since I indulged. The major difference is that ... Read full Story
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Fucking Insatiable
* Draenei futanari, as many of us have become intimately aware, are fucking insatiable. For many of the same reasons, they also have a tendency towards entitlement and ego issues. This is hardly surprising, being a magically-fueled blue-skinned space-babe with positively porn-star T&A and a d... Read full Story
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The 10 in Bay 10
On the USS Corinth, there were 10 bays - the first bay was for the captains and their personnel, the second bay for first class, the third bay for business, and so on. The back bays were reserved for the ship’s workers. All the way back in bay 10 was the engineering bay. Those in bay 10 rarely inter... Read full Story
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Silver and Gold
Collaborated with: TangoKilo421 (Thanks for all your help, dood. ) A/N: It took several months, but it's finally finished. Be sure to tell me what you think. Naruto whistled cheerfully as he walked through the village of Konoha. Things had certainly changed quite a bit ever since Pein’s ... Read full Story
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From manager to sub sissy
Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved t... Read full Story
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Nikki's Massive Strap-on
A quick recap in case you haven't read my previous stories. My name is Kacey. I'm 20 years old, white, 5'10" and 150 lbs. I have straight, shoulder length dark brown hair, light brown eyes and a thick, 6" cut cock. My girlfriend is Hannah, who also 20 years old and stands 5'10" weighing in at 140 lb... Read full Story
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My Girlfriend's Mother Has a Secret
A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-). Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pr... Read full Story
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Emily's First Daddy
This is a story how a curious male can become a sissy slut seemingly overnight. So I was in an online adult chat just talking with random people and happened to mentioned where I live. Then all of sudden, I got a message from a man calling himself bear daddy. He introduced himself and said he was ... Read full Story
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Summer Fun
Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating ... Read full Story
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A Series of Perverse Dreams, Part 2
Three or four days had passed since my torrid alley way dream. Hannah had recently come over to share a few glasses of wine and a steamy fuck session in the shower. She had definitely embraced the ways of edging I had shown her because when she came in my mouth I could barely contain the massive amo... Read full Story
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Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
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Barbie Jo Adventures Part 6
Saturday When I woke up, I was alone in Harley's bed. I went to the bathroom for the usual thing when you first wake up in the morning. I looked at myself in the mirror and saw me, a guy. I felt embarrassed being in Harley's house with no makeup on. I had a quick shower, borrowed Harley's razor t... Read full Story
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My brother's biggest surprise!
Lilly did not like her new step-brother at all, Todd was the worst sort of punk, bad attitude, cocky, arrogant and he thought he was God's gift to women. His father had married her mother nearly a month ago, and Lilly hated it. He called her names like "teentwat","shitster" and ... Read full Story
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tiffanylondontv becomes a captive slave prisoner and whored out
I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in... Read full Story
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Aunt Susie's Training Part 5
Aunt Susie and I woke up around 1030AM and Aunt Susie said we need to get ready for a surprise appointment in the city. We put on our make up, I pulled a ponytail again and we got dressed in jeans and heels and matching white button down shirts which we left untucked. We drove first to Aunt Susi... Read full Story
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50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
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Too Much Hospitality
Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned t-shirt and some ... Read full Story
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Versatile entertainment with very feminine transvestite
On Monday the 22 July I'm doing a gangbang party at my home. It takes me on webcam or shooting a video with me. A participation fee, which is used to cover the costs is due, just in case you do not want to play on webcam with me or register a video Everything is allowed and encouraged (except nug... Read full Story
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The Greatest Lie Part 14
For me, my hometown, L.A., is not the sexy, sweaty night clubs of West Hollywood nor the porn scene of the North Valley. Though I feel more at home there, that side of L.A. is not my home but rather the world into which my transsexual destiny exiled me. Home is the leafy, moneyed boulevards and s... Read full Story
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Sabbatical or Continuous Gang Bang? Chapter 2
I awoke several hours later still laying on top of Rick his arms holding me tight to him. His cock had gone flaccid as we slept and slipped out of me. I felt like I had run a marathon and my ass pussy felt like it had a marathon run through it. I slipped out of Ricks arms onto the bed and went into ... Read full Story
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Why you should never cam
* Sorry for the poor writing but since it is the summer and I am taking sometime off to reflect before starting school next year I thought I would write up about what had happened to me the summer before. It is currently a work in progress and if spot any spelling mistakes or errors feel free to cor... Read full Story
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Masturbation Quiz
Basics: Are you male or female? male Age? 35 At what age did you start masturbating? I think around 11 years old How many times a week do you masturbate? nearly every day How many times do you orgasm each time you play with yourself? one Where do you masturbate: In bed? rarely In the showe... Read full Story
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Sissy lola gets a treat
Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been. I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or ... Read full Story
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Samantha sissy TGTF
Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... Read full Story
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A Crossdressers Tale
Hi, my name is Ron. This is a story about the first time I dressed for a guy. I was off work that day. My wife was at work & my daughter was in school. I was bored and got online for for something to do. I have a yahoo screen name letting people know I'm a CD and bi. Well, this guy I've been tal... Read full Story
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My Deviant Tgirl
I guess it was one of those tranny surprise moments she was a sexy shemale, I was a horny guy, nothing more... However, it is one of these transexual stories you simply must hear. You may think it's just transgender fiction, but I assure you: It's all true. I always found transgender fiction and ... Read full Story
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Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these pro... Read full Story
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A Sissy's New Daddy Chapter 2
I hope you enjoy this second installment of 'A Sissy's New Daddy'. I worked hard on it and hope that it brings all of you the same pleasure reading it that it has brought me writing it. There are some extreme moments in this chapter but also some very tender ones. There was a line in the first piece... Read full Story
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But it's just two guys right?
CD's and TV's are not really chicks they are guys and they have guy sex drives! Unlike many online Cyber Queens as I call them. Years ago I did do some cross dressing. Unlike those AOL and Yahoo frauds I really did dress up and unlike them despite digital cameras being new things and ve... Read full Story
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Online Mistress Chapter 1
My name is Kayla Andrews, I’m a closet sissy gurl who loves the color pink and everything femme! Nobody knows about my little secret except for my private online world. Recently I put out a craigslist ad for an online mistress and I got a response from a beautiful blonde woman who was looking for a... Read full Story
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Alaska adventure
I was stuck in my parents apartment, living with them and working at a bar downtown for the summer. I got bored hanging out alone in my room,. so I snapped a few pics and put an ad in the TV/cd section on craigslist. I waited a bit and it wasn't long before someone replied. Then a few dozen ... Read full Story
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Becoming a Cock Worshipper Chapter 2
After sucking Ray he let me use his shower to clean up. He led me upstairs to a rather luxurious master bath, with an enormous marble tub, with expensive looking twin shower heads. Before showering I paused to admire myself in the mirror: I was stunned by my appearance, my lipstick and eyeshadow wer... Read full Story
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Daniel, Dani, Dana
After an hour of some hot steamy role playing online I got up from my computer. This newest and best chat friend ever was helping me enjoy this private time more than ever. My feminine alter ego seemed to flourish and delight when I spent time with him in chat. Wearing a little more risque under thi... Read full Story
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Anna's Panties
I am a 32 year old guy living in the UK and married to Anna (25) for two years. I have never had sex with another guy but recently I have been thinking about it more and more and the thought is really driving me wild. My recent experiences have taught me that I am definitely ready to explore my bise... Read full Story
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Alexis Chapter 2
When I open the front door to my house, I'm already hard. I'm going to be home alone for an entire night, and I have a lot of things planned. I toss my backpack and jacket onto the couch, and by the time I reach my room I already have my shirt off. I let my pants drop to the floor and pull off th... Read full Story